1111241-70-3Relevant academic research and scientific papers
METHOD FOR CONTINUOUSLY PRODUCING α,β-UNSATURATED CARBOXYLIC ACID SALT
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Paragraph 0061-0062, (2021/04/02)
To provide a means for producing an α,β-unsaturated carboxylic acid salt with excellent reaction efficiency.SOLUTION: A method for continuously producing an α,β-unsaturated carboxylic acid salt includes: a step (1) to obtain a metal lactone compound by continuously circulating a transition metal complex through a first reactor, continuously supplying an alkene and carbon dioxide to the first reactor, and making the transition metal complex, the alkene, and the carbon dioxide react with one another; and a step (2) to make a base act on the metal lactone compound by continuously supplying the metal lactone compound continuously drawn out from the first reactor and the base to a second reactor set on the downstream of the first reactor, in which a ratio (A) of a supply amount of the carbon dioxide (mmol/minute) to a supply amount of the transition metal complex (mmol/minute) in the step (1) is 1 or less.SELECTED DRAWING: Figure 1
METHOD FOR PRODUCING α,β-UNSATURATED CARBOXYLIC ACID DERIVATIVE
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Paragraph 0108-0109, (2021/04/02)
To provide a method for producing α,β-unsaturated carboxylic acid derivative that is advantageous in a cost and efficient.SOLUTION: A method for producing α,β-unsaturated carboxylic acid derivative including: a process of allowing metal lactone compound and alkyl halide having the carbon number of 1 to 6 to react to obtain α,β-unsaturated carboxylic acid derivative and either or both of hydrogen iodide and hydrogen bromide; and a process of allowing either or both of the hydrogen iodide and hydrogen bromide and alcohol having the carbon number of 1 to 6 to react to regenerate the alkyl halide.SELECTED DRAWING: None
An efficient method for the selective iridium-catalyzed monoalkylation of (hetero)aromatic amines with primary alcohols
Blank, Benoit,Madalska, Martyna,Kempe, Rhett
supporting information; experimental part, p. 749 - 758 (2009/04/10)
An efficient multi-gram scale synthesis protocol of a variety of P,N ligands is described. The synthesis is achieved in a two-step reaction. First, the amine is deprotonated and subsequently the chlorophosphine is added to yield the corresponding P,N ligand. Deprotonation of the amine is normally achieved with n-BuLi at low temperature, but for the preparation of ligands with a 2,2′-dipyridylamino backbone and phosphines with a high steric demand KH has to be employed in combination with reaction temperatures of 110°C for the salt metathesis step. The reaction of two equivalents of a selected P,N ligand with one equivalent of the iridium complex [IrCl(cod)]2 (cod=1,5-cyclooctadiene) affords P,N ligand-coordinated iridium complexes in quantitative yield. X-Ray single crystal structure analysis of one of these complexes reveals a monomeric five-coordinated structure in the solid state. The iridium complexes were used to form catalysts for the N-alkylation of aromatic amines with alcohols. The catalyst system was optimized by studying 8 different P,N ligands, 9 different solvents and 14 different bases. Systematic variation of the substrate to base and the amine to alcohol ratios as well as the catalyst loading led to optimized catalytic reaction conditions. The substrate scope of the developed catalytic protocol was shown by synthesizing 20 different amines of which 12 could be obtained in isolated yields higher than 90%. A new efficient catalyst system for the selective monoalkylation of primary aromatic and heteroaromatic amines with primary aromatic, heteroaromatic as well as aliphatic alcohols has been established. The reaction proceeds with rather moderate catalyst loadings.
